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Synthesis of 6,5-fused bicyclic lactams as potential dipeptide β-turn mimetics

✍ Scribed by Rudolf Mueller; Laszlo Revesz

Publisher
Elsevier Science
Year
1994
Tongue
French
Weight
171 KB
Volume
35
Category
Article
ISSN
0040-4039

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✦ Synopsis

The flmt short syntheds of the @eptIde mimetic (3s. 8S. SS)-8-amlnc-6-oxctndotiridiW-cafhoxyfk add 1 and its zpmtected dedvatlve 9 is described, empkyfng the Schoallkcpf bkkctim-ether methodokgy, folkwed by a highly specific lntramokcufar reductive afnfnatkn and spontaneous kctamizatlon. These W-fused bkycUc lactams may beviewed as conformationalty restdcted alanyl-pfotfne Q-turn mlmetks.

📜 SIMILAR VOLUMES

A new scaffold for dipeptide β-turn mime
A new scaffold for dipeptide β-turn mimetics: Expeditious synthesis of an unsaturated 6,5-fused bicyclic lactam
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Using a convenient and practical route we report the preparation of a series of rigid surrogates of amino acids and dipeptides for application within constrained peptide analogues, and for employment as input for combinatorial science. These substituted 2-oxo-1azabicycloalkane amino acids have the p